(4-(((S)-3-((dimethylamino)methyl)pyrrolidin-1-yl)methyl)-3-(trifluoromethyl)phenyl)(4-methyl-3-(4-(pyrimidin-5-yl)pyrimidin-2-ylamino)phenylamino)methanol hydrochloride

ID: ALA538337

PubChem CID: 45265933

Max Phase: Preclinical

Molecular Formula: C31H36ClF3N8O

Molecular Weight: 592.67

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(NC(O)c2ccc(CN3CC[C@@H](CN(C)C)C3)c(C(F)(F)F)c2)cc1Nc1nccc(-c2cncnc2)n1.Cl

Standard InChI:  InChI=1S/C31H35F3N8O.ClH/c1-20-4-7-25(13-28(20)40-30-37-10-8-27(39-30)24-14-35-19-36-15-24)38-29(43)22-5-6-23(26(12-22)31(32,33)34)18-42-11-9-21(17-42)16-41(2)3;/h4-8,10,12-15,19,21,29,38,43H,9,11,16-18H2,1-3H3,(H,37,39,40);1H/t21-,29?;/m0./s1

Standard InChI Key:  WUBCUCUJJCTKCP-HUZAIJNCSA-N

Molfile:  

     RDKit          2D

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    2.3664   -5.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0829   -5.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7980   -5.7633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7993   -6.5883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118   -5.3496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5105   -4.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2245   -4.1166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2235   -3.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9382   -4.1127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2238   -4.5253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3622   -3.2872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3542   -2.4584    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.1871   -3.2820    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    1.5372   -3.2963    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.6662   -5.5193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1406   -5.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8994   -4.7188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -3.9652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0557   -3.8792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504   -3.2976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  2  0
 23 25  1  0
 12 13  1  0
 25 26  2  0
  7  2  1  0
 26 27  1  0
 13 14  2  0
 27 28  2  0
  2  3  2  0
 28 29  1  0
 14 15  1  0
 29 30  2  0
 30 25  1  0
  5  8  1  0
  2 31  1  0
 15 16  2  0
 31 32  1  0
 16 11  1  0
  7 33  1  0
  4  5  2  0
 33 34  1  0
 14 17  1  0
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  8  9  1  0
 33 36  1  0
 32 37  1  0
 13 18  1  0
 18 19  1  0
  8 10  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 32  1  0
 19 20  2  0
 38 41  1  1
  5  6  1  0
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 20 21  1  0
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 10 11  1  0
 42 44  1  0
M  END

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 592.67

Molecular Weight (Monoisotopic): 592.2886

AlogP: 5.49

#Rotatable Bonds: 10

Polar Surface Area: 102.33

Molecular Species: BASE

HBA: 9

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 12.58

CX Basic pKa: 9.61

CX LogP: 4.53

CX LogD: 2.29

Aromatic Rings: 4

Heavy Atoms: 43

QED Weighted: 0.21

Np Likeness Score: -1.53

References

1. Horio T, Hamasaki T, Inoue T, Wakayama T, Itou S, Naito H, Asaki T, Hayase H, Niwa T..  (2007)  Structural factors contributing to the Abl/Lyn dual inhibitory activity of 3-substituted benzamide derivatives.,  17  (10): [PMID:17376680] [10.1016/j.bmcl.2007.03.002]

Source

Source(1):

• Scientific Literature